HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisobutylaluminumhydride → N-(5-Bromo-6-formyl-2-pyridinyl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | 6-acetamido-3-bromo-N-methoxy-N-methylpicolinamide | HCID 90280477 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(5-Bromo-6-formyl-2-pyridinyl)acetamide | HCID 90280237 | — |
Reaction Steps
To the crude material from last step (1B, 2.6 g, 8.6 mmol) in THF (tetrahydrofuran)(30 mL) was added DIBAL-H (diisobutylaluminium hydride)(13 mmol, 1.5 equiv) dropwise at 70° C. The reaction was stirred for 1 h and was then quenched with NH4Cl solution. The reaction mixture was partitioned between EtOAc and saturated NH4Cl solution. The organic phase was washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The crude material was used in the next step without further purification. MS (m/z) 244.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09050344B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-2eb5869b1a384c52a45f79d471c447f1 |
| Source note | uspto-grants-2015_06 |